Compound and organic light-emitting device including the same

ABSTRACT

A compound, an organic light-emitting device including a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, and including and emission layer, where the organic layer includes at least one compound represented by Formula 1, and a display apparatus, the compound being represented by Formula 1 below:

CROSS-REFERENCE TO RELATED APPLICATION

Korean Patent Application No. 10-2014-0143590, filed on Oct. 22, 2014,in the Korean Intellectual Property Office, and entitled: “Compound andOrganic Light-Emitting Device Including the Same,” is incorporated byreference herein in its entirety.

BACKGROUND

1. Field

Embodiments relate to a compound and an organic light-emitting deviceincluding the same.

2. Description of the Related Art

Organic light-emitting devices are self-emission devices that have wideviewing angles, high contrast ratios, short response times, andexcellent brightness, driving voltage, and response speedcharacteristics, and may produce full-color images.

The organic light-emitting device may include a first electrode disposedon a substrate, and a hole transport region, an emission layer, anelectron transport region, and a second electrode, which aresequentially disposed on the first electrode. Holes provided from thefirst electrode may move toward the emission layer through the holetransport region, and electrons provided from the second electrode maymove toward the emission layer through the electron transport region.Carriers, such as holes and electrons, are recombined in the emissionlayer to produce excitons. These excitons may change from an excitedstate to a ground state, thereby generating light.

SUMMARY

Embodiments are directed to a compound and an organic light-emittingdevice including the same.

An aspect of embodiments provides a compound represented by Formula 1below:

wherein in Formula 1,

R₁ and R₂ may be each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arythio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and —B(Q₆)(Q₇);

L₁ and L₂ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group;

A and Z may be each independently selected from a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a substituted or unsubstituted C₁-C₆₀alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arythio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and—B(Q₆)(Q₇); and

at least one selected from A and Z may be Formulae 2, 3, 4, 5, or 6:

Definitions of R₃, and Ar₁ to Ar₆ in Formulae 2 to 6 are the same asthose made in connection with R₁ and R₂;

l and m may be each independently an integer selected from 0, 1, 2, and3, and n, o, p, and q may be each independently an integer selected from0, ′1, 2, 3, and 4, and n plus o is 1 or more and p plus q is 1 or more;

* indicates a binding site.

at least one substituent of the substituted C₁-C₆₀ alkyl group,substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynyl group,substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkyl group,substituted C₃-C₁₀ cycloalkylene group, substituted C₂-C₁₀heterocycloalkyl group, substituted C₂-C₁₀ heterocycloalkylene group,substituted C₃-C₁₀ cycloalkenyl group, substituted C₃-C₁₀cycloalkenylene group, substituted C₂-C₁₀ heterocycloalkenyl group,substituted C₂-C₁₀ heterocycloalkenylene group, substituted C₆-C₆₀ arylgroup, substituted C₆-C₆₀ arylene group, substituted C₆-C₆₀ aryloxygroup, substituted C₆-C₆₀ arylthio group, substituted C₁-C₆₀ heteroarylgroup, substituted C₂-C₆₀ heteroarylene group, substituted monovalentnon-aromatic condensed polycyclic group, substituted monovalentnon-aromatic condensed heteropolycyclic group, substituted divalentnon-aromatic condensed polycyclic group, and substituted divalentnon-aromatic condensed heteropolycyclic group may be selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅) and—B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.

Another aspect provides an organic light-emitting device that includes:a first electrode; a second electrode facing the first electrode; and anorganic layer that is disposed between the first electrode and thesecond electrode and includes an emission layer, wherein the organiclayer includes at least one of the compound described above.

Another aspect of embodiments provides a panel display apparatusincluding the organic light-emitting device, wherein the first electrodeof the organic light-emitting device is electrically connected to asource electrode or drain electrode of a thin film transistor.

BRIEF DESCRIPTION OF THE DRAWING

Features will be apparent to those of skill in the art by describing indetail exemplary embodiments with reference to the attached drawing inwhich:

FIG. 1 illustrates a schematic view of an organic light-emitting deviceaccording to an embodiment.

DETAILED DESCRIPTION

Example embodiments will now be described more fully hereinafter withreference to the accompanying drawing; however, they may be embodied indifferent forms and should not be construed as limited to theembodiments set forth herein. Rather, these embodiments are provided sothat this disclosure will be thorough and complete, and will fullyconvey exemplary implementations to those skilled in the art.

In the drawing FIGURE, the dimensions of layers and regions may beexaggerated for clarity of illustration. Like reference numerals referto like elements throughout.

As used herein, the term “and/or” includes any and all combinations ofone or more of the associated listed items. Expressions such as “atleast one of,” when preceding a list of elements, modify the entire listof elements and do not modify the individual elements of the list.

A compound according to an embodiment may be represented by Formula 1below.

In Formula 1,

R₁ and R₂ may be each independently selected from or include a hydrogen,a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arythio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and —B(Q₆)(Q₇);

L₁ and L₂ may be each independently selected from or include asubstituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₂-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀ cycloalkenylene group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group;

A and Z may be each independently selected from a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a substituted or unsubstituted C₁-C₆₀alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arythio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and—B(Q₆)(Q₇);

at least one selected from A and Z may be a group represented byFormulae 2, 3, 4, 5, or 6:

Definitions of R₃, and Ar₁ to Ar₆ in Formulae 2 to 6 may be the same asthose made in connection with R₁ and R₂;

l and m may be each independently an integer selected from 0, 1, 2, and3, and n, o, p, and q may be each independently an integer selected from0, ′1, 2, 3, and 4, and n plus o is 1 or more and p plus q is 1 or more;

* indicates a binding site to a neighboring atom.

At least one substituent of the substituted C₁-C₆₀ alkyl group,substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynyl group,substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkyl group,substituted C₃-C₁₀ cycloalkylene group, substituted C₂-C₁₀heterocycloalkyl group, substituted C₂-C₁₀ heterocycloalkylene group,substituted C₃-C₁₀ cycloalkenyl group, substituted C₃-C₁₀cycloalkenylene group, substituted C₂-C₁₀ heterocycloalkenyl group,substituted C₂-C₁₀ heterocycloalkenylene group, substituted C₆-C₆₀ arylgroup, substituted C₆-C₆₀ arylene group, substituted C₆-C₆₀ aryloxygroup, substituted C₆-C₆₀ arylthio group, substituted C₁-C₆₀ heteroarylgroup, substituted C₁-C₆₀ heteroarylene group, substituted monovalentnon-aromatic condensed polycyclic group, substituted monovalentnon-aromatic condensed heteropolycyclic group, substituted divalentnon-aromatic condensed polycyclic group, and substituted divalentnon-aromatic condensed heteropolycyclic group may be selected from:

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅) and—B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.

A xanthene moiety in Formula 1 may have a heterocyclic structure, whichhas high stability. Accordingly, xanthene may have high thermalstability. When benzene rings of the xanthene are substituted with asubstituent, molecular planarity may be maintained, thereby providing anelectron donating capability, and providing electrical interaction.

A substituent may be located in a benzene ring of the xanthene moiety,and symmetry of the molecular structure may be decreased. Accordingly,an amorphous property may increase. Thus, when a device is manufactured,a thin-film forming process may have increased stability.

Substituents of Formula 1 will now be described in detail.

In some embodiments, R₁ and R₂ in Formula 1 may be each independentlyselected from a substituted or unsubstituted C₁-C₆₀ alkyl group and asubstituted or unsubstituted C₆-C₆₀ aryl group.

In some embodiments, R₁ and R₂ in Formula 1 may be each independentlyselected from a methyl group and Formula 2a:

Z₁ in Formula 2a may be selected from a hydrogen, a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoricacid or a salt thereof, a substituted or unsubstituted C₁ to C₂₀ alkylgroup, a substituted or unsubstituted C₆ to C₂₀ aryl group, asubstituted or unsubstituted C₁ to C₂₀ heteroaryl group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, anda substituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group;

p may be an integer selected from 1, 2, 3, 4, and 5; and when p is 2 ormore, a plurality of Z₁ may be identical or different; and * indicates abinding site to a neighboring atom.

In an implementation, R₁ and R₂ in Formula 1 may be separate or may befused to form a ring.

In some embodiments, Ar₁ to Ar₆ in Formula 1 (Formulae 2 to 5) may beFormula 2a-1 below.

Z₁ in Formula 2a-1 may be selected from a hydrogen, a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a substituted or unsubstituted C₁ toC₂₀ alkyl group, a substituted or unsubstituted C₆ to C₂₀ aryl group, asubstituted or unsubstituted C₁ to C₂₀ heteroaryl group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, anda substituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group;

p may be an integer selected from 1, 2, 3, 4, and 5; and when p is 2 ormore, a plurality of Z₁ may be identical or different; and * indicates abinding site to a neighboring atom.

In some embodiments, R₃ in Formula 1 (e.g., Formula 6) may be one ofFormulae 3a to 3c below:

In Formulae 3a to 3c,

Z₁ and Z₂ may be each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a substituted orunsubstituted C₁ to C₂₀ alkyl group, a substituted or unsubstituted C₆to C₂₀ aryl group, a substituted or unsubstituted C₁ to C₂₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group;

Y₁ to Y₃ are each independently CH or N;

p may be an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, and 9; andwhen p is 2 or more, a plurality of Z₁ may be identical or different;and * indicates a binding site to a neighboring atom.

In some embodiments, A and Z in Formula 1 may be a hydrogen, adeuterium, or any one of Formulae 4a and 4b below.

In Formulae 4a and 4b,

Z₁ and Z₂ may be each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a substituted orunsubstituted C₁ to C₂₀ alkyl group, a substituted or unsubstituted C₆to C₂₀ aryl group, a substituted or unsubstituted C₁ to C₂₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group;

Y₁ to Y₃ may each independently be CH or N; p may be an integer selectedfrom 1, 2, 3, 4, 5, 6, and 7; when p is 2 or more, a plurality of Z₁ maybe different or identical; and * indicates a binding site to aneighboring atom.

In some embodiments, L₁ and L₂ in Formula 1 may be each independently abond or any one of Formulae 5a to 5c below:

* in Formulae 5a to 5c indicates a binding site to a neighboring atom.

In some embodiments, the group represented by Formula 6 may berepresented by Formula 6-1 below.

In some embodiments, the compound represented by Formula 1 may berepresented by Formulae 7, 8, or 9 below.

Definitions of substituents of Formulae 7 to 9 may be the same as thosepresented above.

In some embodiments, the compound represented by Formula 1 may be anyone of Compounds 1 to 120, illustrated below.

The compound represented by Formula 1 may be synthesized by using asuitable organic synthetic method. A synthesis method of the organiccompound may be understood in view of the following embodiments.

The compound of Formula 1 may be used between a pair of electrodes of anorganic light-emitting device. For example, the compound may be includedin an electron transport region or an emission layer. An organiclight-emitting device according to an embodiment may include: a firstelectrode; a second electrode facing the first electrode; and an organiclayer that is disposed between the first electrode and the secondelectrode and includes an emission layer, wherein the organic layerincludes at least one of the compounds described above.

The expression that “(an organic layer) includes at least one condensedcyclic compound” used herein may include a case in which “(an organiclayer) includes identical compounds represented by Formula 1 and a casein which (an organic layer) includes two or more different condensedcyclic compounds represented by Formula 1.

For example, the organic layer may include, as the condensed cycliccompound, only Compound 1. In this regard, Compound 1 may exist in anelectron transport layer of the organic light-emitting device. Inanother embodiment, the organic layer may include, as the condensedcyclic compound, Compound 1 and Compound 2. In this regard, Compound 1and Compound 2 may exist in an identical layer (for example, Compound 1and Compound 2 may all exist in an electron transport layer), ordifferent layers (for example, Compound 1 may exist in an emission layerand Compound 2 may exist in an electron transport layer).

The organic layer includes i) a hole transport region that is disposedbetween the first electrode (anode) and the emission layer and includesat least one of a hole injection layer, a hole transport layer, a bufferlayer, and an electron blocking layer, and ii) an electron transportregion that is disposed between the emission layer and the secondelectrode (cathode) and includes at least one selected from a holeblocking layer, an electron transport layer, and an electron injectionlayer. For example, the emission layer may include the compoundrepresented by Formula 1.

The term “organic layer” used herein refers to a single layer and/or aplurality of layers disposed between the first electrode and the secondelectrode of an organic light-emitting device. A material included inthe “organic layer” is not limited to an organic material.

FIG. 1 illustrates a schematic view of an organic light-emitting device10 according to an embodiment. The organic light-emitting device 10 mayinclude a first electrode 110, an organic layer 150, and a secondelectrode 190.

Hereinafter, the structure of an organic light-emitting device accordingto an embodiment and a method of manufacturing an organic light-emittingdevice according to an embodiment will be described in connection withFIG. 1.

In FIG. 1, a substrate may be additionally disposed under the firstelectrode 110 or above the second electrode 190. The substrate may be aglass substrate or transparent plastic substrate, each with excellentmechanical strength, thermal stability, transparency, surfacesmoothness, ease of handling, and water-proofness.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode on the substrate. When thefirst electrode 110 is an anode, the material for the first electrode110 may be selected from materials with a high work function tofacilitate hole injection. The first electrode 110 may be a reflectiveelectrode or a transmissive electrode. The material for the firstelectrode 110 may be a transparent and highly conductive material, andexamples of such a material are indium tin oxide (ITO), indium zincoxide (IZO), tin oxide (SnO₂), and zinc oxide (ZnO). When the firstelectrode 110 is a semi-transmissive electrode or a reflectiveelectrode, as a material for forming the first electrode, at least oneof magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium(Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag) may be used.

The first electrode 110 may have a single-layer structure, or amulti-layer structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO,but the structure of the first electrode 110 is not limited thereto.

The organic layer 150 is disposed on the first electrode 110. Theorganic layer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regionbetween the first electrode and the emission layer, and an electrontransport region between the emission layer and the second electrode.

The hole transport region may include, e.g., at least one selected froma hole injection layer (HIL), a hole transport layer (HTL), a bufferlayer, and an electron blocking layer (EBL). The electron transportregion may include, e.g., at least one selected from a hole blockinglayer (HBL), an electron transport layer (ETL), and an electroninjection layer (EIL).

The hole transport region may have a single-layered structure formed ofa single material, a single-layered structure formed of a plurality ofdifferent materials, or a multi-layered structure having a plurality oflayers formed of a plurality of different materials.

For example, the hole transport region may have a single-layeredstructure formed of a plurality of different materials, or a structureof hole injection layer/hole transport layer, a structure of holeinjection layer/hole transport layer/buffer layer, a structure of holeinjection layer/buffer layer, a structure of hole transport layer/bufferlayer, or a structure of hole injection layer/hole transportlayer/electron blocking layer, wherein layers of each structure aresequentially stacked from the first electrode 110 in this stated order.

When the hole transport region includes a hole injection layer, the holeinjection layer may be formed on the first electrode 110 by usingvarious methods, such as vacuum deposition, spin coating casting, aLangmuir-Blodgett (LB) method, ink-jet printing, laser-printing, orlaser-induced thermal imaging.

When a hole injection layer is formed by vacuum deposition, for example,the vacuum deposition may be performed at a temperature of a depositiontemperature of about 100 to about 500° C., at a vacuum degree of about10⁻⁸ to about 10⁻³ torr, and/or at a deposition rate of about 0.01 toabout 100 Å/sec in consideration of a compound for a hole injectionlayer to be deposited, and the structure of a hole injection layer to beformed.

When a hole injection layer is formed by spin coating, the spin coatingmay be performed at a coating rate of about 2,000 rpm to about 5,000rpm, and at a temperature of about 80° C. to 200° C. in consideration ofa compound for a hole injection layer to be deposited, and the structureof a hole injection layer to be formed.

When the hole transport region includes a hole transport layer, the holetransport layer may be formed on the first electrode 110 or the holeinjection layer by using various methods, such as vacuum deposition,spin coating, casting, a LB method, ink-jet printing, laser-printing, orlaser-induced thermal imaging. When the hole transport layer is formedby vacuum deposition or spin coating, deposition and coating conditionsfor the hole transport layer may be the same as the deposition andcoating conditions for the hole injection layer.

The hole transport region may include at least one selected fromm-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, Spiro-TPD, Spiro-NPB, α-NPB,TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA),polyaniline/dodecylbenzenesulfonic acid (Pani/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonicacid (Pani/CSA),(polyaniline)/poly(4-styrenesulfonate) (PANI/PSS), a compoundrepresented by Formula 201 below, and a compound represented by Formula202 below.

wherein in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be understood by referring to the description providedherein in connection with L₁;

xa1 to xa4 may be each independently selected from 0, 1, 2, and 3;

xa5 may be selected from 1, 2, 3, 4, and 5; and

R₂₀₁ to R₂₀₄ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arythio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

wherein in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be each independently selected from

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorene group, a dibenzofluorenegroup, a phenanthrenylene group, an anthracenylene group, a pyrenylenegroup, a chrysenylene group, a pyridinylene group, a pyrazinylene group,a pyrimidinylene group, a pyridazinylene group, a quinolinylene group,an isoquinolinylene group, a quinoxalinylene group, a quinazolinylenegroup, a carbazolylene group, and a triazinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorene group, a dibenzofluorenegroup, a phenanthrenylene group, an anthracenylene group, a pyrenylenegroup, a chrysenylene group, a pyridinylene group, a pyrazinylene group,a pyrimidinylene group, a pyridazinylene group, a quinolinylene group,an isoquinolinylene group, a quinoxalinylene group, a quinazolinylenegroup, a carbazolylene group, and a triazinylene group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group;

xa1 to xa4 may be each independently 0, 1, or 2;

xa5 may be 1, 2, or 3;

R₂₀₁ to R₂₀₄ may be each independently selected from

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, an azulenyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group, but they are not limited thereto.

The compound represented by Formula 201 may be represented by Formula201A:

For example, the compound represented by Formula 201 may be representedby Formula 201A-1 below, but is not limited thereto:

For example, the compound represented by Formula 202 may be representedby Formula 202A below, but is not limited thereto:

L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, and R₂₀₂ to R₂₀₄ in Formulae 201A, 201A-1and 202A are already described in detail above, and R₂₁₁ may beunderstood by referring to the description provided herein in connectionwith R₂₀₃, and R₂₁₃ to R₂₁₆ may be each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group.

For example, in Formulae 201A, 201A-1, and 202A,

L₂₀₁ to L₂₀₃ may be each independently selected from

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group;

xa1 to xa3 may be each independently 0 or 1;

R₂₀₃, R₂₁₁, and R₂₁₂ may be each independently selected from

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group;

R₂₁₃ and R₂₁₄ may be each independently selected from

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group; and

R₂₁₅ and R₂₁₆ are each independently selected from

a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group; and

xa5 is 1 or 2.

R₂₁₃ and R₂₁₄ in Formulae 201A, and 201A-1 may bind to each other toform a saturated or unsaturated ring.

In an implementation, the compound represented by Formula 201 and/or thecompound represented by Formula 202 may each include compounds HT1 toHT20 illustrated below.

A thickness of the hole transport region may be in a range of about 100Å to about 10,000 Å, e.g., about 100 Å to about 1,000 Å. When the holetransport region includes a hole injection layer and a hole transportlayer, the thickness of the hole injection layer may be in a range ofabout 100 Å to about 10,000 Å, e.g., about 100 Å to about 1,000 Å, andthe thickness of the hole transport layer may be in a range of about 50Å to about 2,000 Å, e.g., about 100 Å to about 1,500 Å. When thethicknesses of the hole transport region, the hole injection layer, andthe hole transport layer are within these ranges, satisfactory holetransporting characteristics may be obtained without a substantialincrease in driving voltage.

The hole transport region may further include, in addition to thesematerials, a charge-generation material for the improvement ofconductive properties. The charge-generation material may behomogeneously or heterogeneously dispersed in the hole transport region.

The charge-generation material may be, e.g., a p-dopant. The p-dopantmay be, e.g., one of a quinone derivative, a metal oxide, and a cyanogroup-containing compound. Examples of the p-dopant may include aquinone derivative, such as tetracyanoquinonedimethane (TCNQ) or2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane (F4-TCNQ); ametal oxide, such as a tungsten oxide or a molybdenum oxide, andCompound HT-D1 illustrated below.

The hole transport region may further include, in addition to the holeinjection layer and the hole transport layer, at least one of a bufferlayer and an electron blocking layer. The buffer layer may helpcompensate for an optical resonance distance according to a wavelengthof light emitted from the emission layer, light-emission efficiency of aformed organic light-emitting device may be improved. For use as amaterial included in the buffer layer, materials that are included inthe hole transport region may be used. The electron blocking layerprevents injection of electrons from the electron transport region.

An emission layer may be formed on the first electrode 110 or the holetransport region by using various methods, such as vacuum deposition,spin coating, casting, a LB method, ink-jet printing, laser-printing, orlaser-induced thermal imaging. When an emission layer is formed byvacuum deposition or spin coating, deposition and coating conditions forthe emission may be the same as those for the hole injection layer.

When the organic light-emitting device 10 is a full color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub pixel. In some embodiments, the emission layer mayhave a stacked structure of a red emission layer, a green emissionlayer, and a blue emission layer, or may include a red-light emissionmaterial, a green-light emission material, and a blue-light emissionmaterial, which are mixed with each other in a single layer, to emitwhite light.

The emission layer may include a host and a dopant.

The host may include at least one selected from TPBi, TBADN, ADN (alsoreferred to as “DNA”), CBP, CDBP, and TCP:

In some embodiments, the host may include a compound represented byFormula 301 below.Ar₃₀₁-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb2)  <Formula 301>

In Formula 301,

Ar₃₀₁ may be selected from

a naphthalene, a heptalene, a fluorenene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene; and

a naphthalene, a heptalene, a fluorenene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, aC₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃) (Q₃₀₁ to Q₃₀₃ may be each independently selectedfrom a hydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₆-C₆₀aryl group, and a C₁-C₆₀ heteroaryl group);

a description of L₃₀₁ may be referred to the description provided inconnection with L₂₀₁;

R₃₀₁ may be selected from

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazol group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group; and

xb1 may be selected from 0, 1, 2, and 3;

xb2 may be selected from 1, 2, 3, and 4.

In Formula 301,

L₃₀₁ may be selected from

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, and a chrysenylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, and a chrysenylene group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, and a chrysenyl group;

R₃₀₁ may be selected from

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group,each substituted with at least one selected from a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoricacid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group, butis not limited thereto.

For example, the host may include a compound represented by Formula 301Abelow:

Descriptions of substituents of Formula 301A are the same as thedescriptions provided herein.

The compound represented by Formula 301 may include, e.g., at least oneof Compounds H1 to H42.

In some embodiments, the host may include, e.g., at least one ofCompounds H43 to H49 below.

The dopant may be at least one selected from a suitable fluorescentdopant and a suitable phosphorescent dopant.

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401 below.

In Formula 401,

M may be selected from iridium (Ir), platinum (Pt), osmium (Os),titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium(Tb), and thulium (Tm);

X₄₀₁ to X₄₀₄ may be each independently nitrogen or carbon;

A₄₀₁ and A₄₀₂ rings may be each independently selected from asubstituted or unsubstituted benzene group, a substituted orunsubstituted naphthalene group, a substituted or unsubstitutedfluorenene group, a substituted or unsubstituted spiro-fluorenene group,a substituted or unsubstituted indene group, a substituted orunsubstituted pyrrol group, a substituted or unsubstituted thiophenegroup, a substituted or unsubstituted furan group, a substituted orunsubstituted imidazole group, a substituted or unsubstituted pyrazolegroup, a substituted or unsubstituted thiazole group, a substituted orunsubstituted isothiazole group, a substituted or unsubstituted oxazolegroup, a substituted or unsubstituted isoxazole group, a substituted orunsubstituted pyridine group, a substituted or unsubstituted pyrazinegroup, a substituted or unsubstituted pyrimidine group, a substituted orunsubstituted pyridazine group, a substituted or unsubstituted quinolinegroup, a substituted or unsubstituted isoquinoline group, a substitutedor unsubstituted benzoquinoline group, a substituted or unsubstitutedquinoxaline group, a substituted or unsubstituted quinazoline group, asubstituted or unsubstituted carbazol group, a substituted orunsubstituted benzoimidazole group, a substituted or unsubstitutedbenzofuran group, a substituted or unsubstituted benzothiophene group, asubstituted or unsubstituted isobenzothiophene group, a substituted orunsubstituted benzooxazole group, a substituted or unsubstitutedisobenzooxazole group, a substituted or unsubstituted triazole group, asubstituted or unsubstituted oxadiazole group, a substituted orunsubstituted triazine group, a substituted or unsubstituteddibenzofuran group, and a substituted or unsubstituted dibenzothiophenegroup; and

at least one substituent of the substituted benzene group, substitutednaphthalene group, substituted fluorenene group, substitutedspiro-fluorenene group, substituted indene group, substituted pyrrolgroup, substituted thiophene group, substituted furan group, substitutedimidazole group, substituted pyrazole group, substituted thiazole group,substituted isothiazole group, substituted oxazole group, substitutedisoxazole group, substituted pyridine group, substituted pyrazine group,substituted pyrimidine group, substituted pyridazine group, substitutedquinoline group, substituted isoquinoline group, substitutedbenzoquinoline group, substituted quinoxaline group, substitutedquinazoline group, substituted carbazol group, substitutedbenzoimidazole group, substituted benzofuran group, substitutedbenzothiophene group, substituted isobenzothiophene group, substitutedbenzooxazole group, substituted isobenzooxazole group, substitutedtriazole group, substituted oxadiazole group, substituted triazinegroup, substituted dibenzofuran group, and substituted dibenzothiophenegroup may be selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —CI, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₄₀₁)(Q₄₀₂), —Si(Q₄₀₃)(Q₄₀₄)(Q₄₀₅),and —B(Q₄₀₆)(Q₄₀₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, and a non-aromatic condensed polycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₄₁₁)(Q₄₁₂), —Si(Q₄₁₃)(Q₄₁₄)(Q₄₁₅)and —B(Q₄₁₆)(Q₄₁₇); and

—N(Q₄₂₁)(Q₄₂₂), —Si(Q₄₂₃)(Q₄₂₄)(Q₄₂₅), and —B(Q₄₂₆)(Q₄₂₇),

L₄₀₁ is an organic ligand;

xc1 is 1, 2, or 3; and

xc2 is 0, 1, 2, or 3.

L₄₀₁ may be a monovalent, divalent, or trivalent organic ligand. Forexample, L₄₀₁ may be selected from a halogen ligand (for example, Cl orF), a diketone ligand (for example, acetylacetonate,1,3-diphenyl-1,3-propandionate, 2,2,6,6-tetramethyl-3,5-heptandionate,or hexafluoroacetonate), a carboxylic acid ligand (for example,picolinate, dimethyl-3-pyrazolecarboxylate, or benzoate), a carbonmonooxide ligand, an isonitrile ligand, a cyano ligand, and aphosphorous ligand (for example, phosphine, and phosphaite), but is notlimited thereto.

When A₄₀₁ in Formula 401 has two or more substituents, the substituentsof A₄₀₁ may bind to each other to form a saturated or unsaturated ring.

When A₄₀₁ in Formula 402 has two or more substituents, the substituentsof A₄₀₂ may bind to each other to form a saturated or unsaturated ring.

When xc1 in Formula 401 is two or more, a plurality of ligands

in Formula 401 may be identical or different. When xc1 in Formula 401 istwo or more, A₄₀₁ and A₄₀₂ may be respectively directly connected toA₄₀₁ and A₄₀₂ of other neighboring ligands with or without a linker (forexample, a C₁-C₅ alkylene, or —N(R′)— (wherein R′ may be a C₁-C₁₀ alkylgroup or a C₆-C₂₀ aryl group) or —C(═O)—) therebetween.

The phosphorescent dopant may include, e.g., at least one of CompoundsPD1 to PD74 below.

In some embodiments, the phosphorescent dopant may include PtOEP.

The fluorescent dopant may include at least one selected from DPAVBi,BDAVBi, TBPe, DCM, DCJTB, Coumarin 6, and C545T.

In some embodiments, the fluorescent dopant may include a compoundrepresented by Formula 501 below.

In Formula 501,

Ar₅₀₁ may be selected from

a naphthalene, a heptalene, a fluorenene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene; and

a naphthalene, a heptalene, a fluorenene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, aC₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₅₀₁)(Q₅₀₂)(Q₅₀₃) (Q₅₀₁ to Q₅₀₃ may be each independently selectedfrom a hydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₆-C₆₀aryl group, and a C₁-C₆₀ heteroaryl group);

Descriptions of L₅₀₁ to L₅₀₃ are referred to the description providedherein in connection with L₂₀₁;

R₅₀₁ and R₅₀₂ may be each independently selected from a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a triazinyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, a triazinyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a triazinyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

xd1 to xd3 may be each independently selected from 0, 1, 2, and 3; and

xb4 may be selected from 1, 2, 3, and 4.

The fluorescent dopant may include at least one of Compounds FD1 to FD8.

An amount of the dopant in the emission layer may be, e.g., in a rangeof about 0.01 to about 15 parts by weight, based on 100 parts by weightof the host.

A thickness of the emission layer may be in a range of about 100 Å toabout 1,000 Å, e.g., about 200 Å to about 600 Å. When the thickness ofthe emission layer is within this range, excellent light-emissioncharacteristics may be obtained without a substantial increase indriving voltage.

Then, an electron transport region may be disposed on the emissionlayer.

The electron transport region may include, e.g., at least one selectedfrom a hole blocking layer, an electron transport layer (ETL), and anelectron injection layer.

For example, the electron transport region may have a structure ofelectron transport layer/electron injection layer or a structure of holeblocking layer/electron transport layer/electron injection layer,wherein layers of each structure are sequentially stacked from theemission layer in the stated order.

According to an embodiment, the organic layer 150 of the organiclight-emitting device may include the electron transport region disposedbetween the emission layer and the second electrode 190. The electrontransport region may include at least one selected from an electrontransport layer and an electron injection layer.

In an implementation, the electron transport layer may include thecompound according to an embodiment.

A thickness of the electron transport layer may be in a range of about100 Å to about 1,000 Å, e.g., about 150 Å to about 500 Å. When thethickness of the electron transport layer is within the range describedabove, the electron transport layer may have satisfactory electrontransport characteristics without a substantial increase in drivingvoltage.

In an implementation, the electron transport layer may further include,in addition to the materials described above, a metal-containingmaterial.

The metal-containing material may include a Li complex. The Li complexmay include, e.g., Compound ET-D1 (lithium quinolate, LiQ) or ET-D2.

The electron transport region may include a hole blocking layer. Thehole blocking layer may be formed, when the emission layer includes aphosphorescent dopant, to help prevent diffusion of excitons or holesinto an electron transport layer.

When the electron transport region includes a hole blocking layer, thehole blocking layer may be formed on the emission layer by using variousmethods, such as vacuum deposition, spin coating casting, aLangmuir-Blodgett (LB) method, ink-jet printing, laser-printing, orlaser-induced thermal imaging. When the hole blocking layer is formed byvacuum deposition or spin coating, deposition and coating conditions forthe hole blocking layer may be determined by referring to the depositionand coating conditions for the hole injection layer.

The hole blocking layer may include, e.g., at least one of BCP andBphen.

A thickness of the hole blocking layer may be in a range of about 20 Åto about 1,000 Å, e.g., about 30 Å to about 300 Å. When the thickness ofthe hole blocking layer is within these ranges, the hole blocking layermay have excellent hole blocking characteristics without a substantialincrease in driving voltage.

The electron transport layer may be formed on the emission layer or thehole blocking layer by using various methods, such as vacuum deposition,spin coating casting, a LB method, ink-jet printing, laser-printing, orlaser-induced thermal imaging. When an electron transport layer isformed by vacuum deposition or spin coating, deposition and coatingconditions for the electron transport layer may be the same as thedeposition and coating conditions for the hole injection layer.

According to an embodiment, the organic layer 150 of the organiclight-emitting device may include the electron transport region disposedbetween the emission layer and the second electrode 190, the electrontransport region may include an electron transport layer, and theelectron transport layer may include the compound represented by Formula1.

The electron transport region may include an electron injection layerthat allows electrons to be easily provided from the second electrode190.

The electron injection layer may be formed on the electron transportlayer by using various methods, such as vacuum deposition, spin coatingcasting, a LB method, ink-jet printing, laser-printing, or laser-inducedthermal imaging. When an electron injection layer is formed by vacuumdeposition or spin coating, deposition and coating conditions for theelectron injection layer may be the same as those for the hole injectionlayer.

The electron injection layer may include at least one selected from,LiF, NaCl, CsF, Li₂O, BaO, and LiQ.

A thickness of the electron injection layer may be in a range of about 1Å to about 100 Å, e.g., about 3 Å to about 90 Å. When the thickness ofthe electron injection layer is within the range described above, theelectron injection layer may have satisfactory electron injectioncharacteristics without a substantial increase in driving voltage.

The second electrode 190 may be disposed on the organic layer 150 havingsuch a structure. The second electrode 190 may be a cathode which is anelectron injection electrode, and in this regard, a material for thesecond electrode 190 may be selected from metal, an alloy, anelectrically conductive compound, and a mixture thereof, which have arelatively low work function. Examples of a material for the secondelectrode 190 may include lithium (Li), magnesium (Mg), aluminum (Al),aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), ormagnesium-silver (Mg—Ag). In some embodiments, the material for formingthe second electrode 190 may be ITO or IZO. The second electrode 190 maybe a reflective electrode, a semi-transmissive electrode, or atransmissive electrode.

In an implementation, an organic layer according to an embodiment may beformed by depositing the compound according to an embodiment, or may beformed by using a wet method in which the compound according to anembodiment is prepared in the form of solution and then the solution ofthe compound is used for coating.

An organic light-emitting device according to an embodiment may be usedin various panel display apparatuses, such as a passive matrix organiclight-emitting display apparatus or an active matrix organiclight-emitting display apparatus. In particular, when the organiclight-emitting device is included in an active matrix organiclight-emitting display apparatus, a first electrode disposed on asubstrate may act as a pixel and may be electrically connected to asource electrode or a drain electrode of a thin film transistor. Inaddition, the organic light-emitting device may be included in a paneldisplay apparatus that emits light in opposite directions.

Hereinbefore, the organic light-emitting device has been described withreference to FIG. 1, but is not limited thereto.

Hereinafter, definitions of substituents used herein will be presented(the number of carbon numbers used to restrict a substituent is notlimited, and does not limit properties of the substituent, and unlessdefined otherwise, the definition of the substituent is consistent witha general definition thereof).

A C₁-C₆₀ alkyl group used herein refers to a linear or branchedaliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, anddetailed examples thereof are a methyl group, an ethyl group, a propylgroup, an isobutyl group, a sec-butyl group, a ter-butyl group, a pentylgroup, an iso-amyl group, and a hexyl group. A C₁-C₆₀ alkylene groupused herein refers to a divalent group having the same structure as theC₁-C₆₀ alkyl group.

A C₁-C₆₀ alkoxy group used herein refers to a monovalent grouprepresented by —OA₁₀₁ (wherein A₁₀₁ is the C₁-C₆₀ alkyl group), anddetailed examples thereof are a methoxy group, an ethoxy group, and anisopropyloxy group.

A C₂-C₆₀ alkenyl group used herein refers to a hydrocarbon group havingat least one carbon double bond in the middle or terminal of the C₂-C₆₀alkyl group, and detailed examples thereof are an ethenyl group, aprophenyl group, and a butenyl group. A C₂-C₆₀ alkenylene group usedherein refers to a divalent group having the same structure as theC₂-C₆₀ alkenyl group.

A C₂-C₆₀ alkynyl group used herein refers to a hydrocarbon group havingone carbon triple bond in the middle or terminal of the C₂-C₆₀ alkylgroup, and detailed examples thereof are an ethynyl group, and apropynyl group. A C₂-C₆₀ alkynylene group used herein refers to adivalent group having the same structure as the C₂-C₆₀ alkynyl group.

A C₃-C₁₀ cycloalkyl group used herein refers to a monovalent hydrocarbonmonocyclic group having 3 to 10 carbon atoms, and detailed examplesthereof are a cyclopropyl group, a cyclobutyl group, a cyclopentylgroup, a cyclohexyl group, and a cycloheptyl group. A C₃-C₁₀cycloalkylene group used herein refers to a divalent group having thesame structure as the C₃-C₁₀ cycloalkyl group.

A C₂-C₁₀ heterocycloalkyl group used herein refers to a monovalentmonocyclic group having at least one hetero atom selected from N, O, P,and S as a ring-forming atom and 2 to 10 carbon atoms, and detailedexamples thereof are a tetrahydrofuranyl group, and atetrahydrothiophenyl group. A C₂-C₁₀ heterocycloalkylene group usedherein refers to a divalent group having the same structure as theC₂-C₁₀ heterocycloalkyl group.

A C₃-C₁₀ cycloalkenyl group used herein refers to a monovalentmonocyclic group that has 3 to 10 carbon atoms and at least one doublebond in the ring thereof and does not have aromaticity, and detailedexamples thereof are a cyclopentenyl group, a cyclohexenyl group, and acycloheptenyl group. A C₃-C₁₀ cycloalkenylene group used herein refersto a divalent group having the same structure as the C₃-C₁₀ cycloalkenylgroup.

A C₂-C₁₀ heterocycloalkenyl group used herein refers to a monovalentmonocyclic group that has at least one hetero atom selected from N, O,P, and S as a ring-forming atom, 2 to 10 carbon atoms, and at least onedouble bond in its ring. Detailed examples of the C₂-C₁₀heterocycloalkenyl group are a 2,3-hydrofuranyl group and a2,3-hydrothiophenyl group. A C₂-C₁₀ heterocycloalkenylene group usedherein refers to a divalent group having the same structure as theC₂-C₁₀ heterocycloalkenyl group.

A C₆-C₆₀ aryl group used herein refers to a monovalent group having acarbocyclic aromatic system having 6 to 60 carbon atoms, and a C₆-C₆₀arylene group used herein refers to a divalent group having acarbocyclic aromatic system having 6 to 60 carbon atoms. Detailedexamples of the C₆-C₆₀ aryl group are a phenyl group, a naphthyl group,an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and achrysenyl group. When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylene groupeach include two or more rings, the rings may be fused to each other.

A C₁-C₆₀ heteroaryl group used herein refers to a monovalent grouphaving a carboncyclic aromatic system that has at least one hetero atomselected from N, O, P, and S as a ring-forming atom, and 2 to 60 carbonatoms. A C₁-C₆₀ heteroarylene group used herein refers to a divalentgroup having a carbocyclic aromatic system that has at least one heteroatom selected from N, O, P, and S as a ring-forming atom, and 2 to 60carbon atoms. Examples of the C₁-C₆₀ heteroaryl group are a pyridinylgroup, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, atriazinyl group, a quinolinyl group, and an isoquinolinyl group. Whenthe C₁-C₆₀ heteroaryl group and the C₁-C₆₀ heteroarylene group eachinclude two or more rings, the rings may be fused to each other.

A C₆-C₆₀ aryloxy group used herein indicates —OA₁₀₂ (wherein A₁₀₂ is theC₆-C₆₀ aryl group), and a C₆-C₆₀ arylthio group indicates —SA₁₀₃(wherein A₁₀₃ is the C₆-C₆₀ aryl group).

A monovalent non-aromatic condensed polycyclic group used herein refersto a monovalent group (for example, having 8 to 60 carbon atoms) thathas two or more rings condensed to each other, only carbon atoms as aring forming atom, and non-aromaticity in the entire molecularstructure. A detailed example of the monovalent non-aromatic condensedpolycyclic group is a fluorenyl group. A divalent non-aromatic condensedpolycyclic group used herein refers to a divalent group having the samestructure as the monovalent non-aromatic condensed polycyclic group.

A monovalent non-aromatic condensed heteropolycyclic group used hereinrefers to a monovalent group (for example, having 2 to 60 carbon atoms)that has two or more rings condensed to each other, has a heteroatomselected from N, O P, and S, other than carbon atoms, as a ring formingatom, and has non-aromaticity in the entire molecular structure. Anexample of the monovalent non-aromatic condensed heteropolycyclic groupis a carbazolyl group. A divalent non-aromatic condensedheteropolycyclic group used herein refers to a divalent group having thesame structure as the monovalent non-aromatic condensed heteropolycyclicgroup.

In the present specification, at least one substituent of thesubstituted C₃-C₁₀ cycloalkylene group, the substituted C₂-C₁₀heterocycloalkylene group, the substituted C₃-C₁₀ cycloalkenylene group,the substituted C₂-C₁₀ heterocycloalkenylene group, the substitutedC₆-C₆₀ arylene group, the substituted C₁-C₆₀ heteroarylene group, thesubstituted divalent non-aromatic condensed polycyclic group, thesubstituted divalent non-aromatic condensed heteropolycyclic group, thesubstituted C₁-C₆₀ alkyl group, the substituted C₂-C₆₀ alkenyl group,the substituted C₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxygroup, the substituted C₃-C₁₀ cycloalkyl group, the substituted C₂-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₂-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group may be selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkylgroup, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅) and—B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₇ may be eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.

For example, at least one substituent of the substituted C₃-C₁₀cycloalkylene group, the substituted C₂-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₂-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₁-C₆₀ heteroarylene group, the substituted divalentnon-aromatic condensed polycyclic group, the substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₂-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₂-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group may be selectedfrom

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a cyclopentylgroup, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a pentalenyl group, an indenylgroup, a naphthyl group, an azulenyl group, a heptalenyl group, anindacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisooxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a furinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzooxazolyl group, an isobenzooxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₁₁)(Q₁₂),—Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇);

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isooxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a furinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzooxazolyl group, an isobenzooxazolylgroup, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a Spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isooxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a furinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzooxazolyl group, an isobenzooxazolylgroup, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —CI, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a pentalenyl group, an indenylgroup, a naphthyl group, an azulenyl group, a heptalenyl group, anindacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisooxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a furinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzooxazolyl group, an isobenzooxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a pentalenyl group, an indenyl group, a naphthyl group, anazulenyl group, a heptalenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a naphthacenyl group, apicenyl group, a perylenyl group, a pentaphenyl group, a hexacenylgroup, a pentacenyl group, a rubicenyl group, a coronenyl group, anovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isooxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, an indazolyl group, a furinyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a cinnolinyl group, a carbazolyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzoimidazolyl group, a benzofuranyl group, abenzothiophenyl group, an isobenzothiazolyl group, a benzooxazolylgroup, an isobenzooxazolyl group, a triazolyl group, a tetrazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a thiadiazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group.

The term “Ph” used herein refers to a phenyl group, the term “Me” usedherein refers to a methyl group, the term “Et” used herein refers to anethyl group, and the term “ter-Bu” or “Bu^(t)” used herein refers to atert-butyl group.

Hereinafter, an organic light-emitting device according to an embodimentwill be described in detail with reference to Synthesis Examples andExamples. The wording “B was used instead of A” used in describingSynthesis Examples means that a molar equivalent of A was identical to amolar equivalent of B.

The following Examples and Comparative Examples are provided in order tohighlight characteristics of one or more embodiments, but it will beunderstood that the Examples and Comparative Examples are not to beconstrued as limiting the scope of the embodiments, nor are theComparative Examples to be construed as being outside the scope of theembodiments. Further, it will be understood that the embodiments are notlimited to the particular details described in the Examples andComparative Examples.

SYNTHESIS EXAMPLE Synthesis Example 1 Synthesis of Compound 1

Synthesis of Intermediate 1-1

Methyl 2-bromobenzoate (2.14 g, 10 mmol) and 4-bromophenol (1.73 g, 10mmol) were diluted in pyridine (20 ml), and then, K₂CO₃ (2.07 g, 15mmol) and CuO (0.96 g, 12 mmol) were sequentially added dropwisethereto, and the result reaction mixture was stirred at a temperature of130° C. for 5 minutes. The result was slowly cooled to ambienttemperature, and then subjected to reduced-pressure filtering, and thefiltrate was neutralized with concentrated HCl at a temperature of 0°C., and then, extracted with ethyl acetate. An organic layer was driedby using anhydrous magnesium sulfate, and the residual obtained byreduced-pressure distillation was separation-purified by silica gelcolumn chromatography to quantitatively obtain Intermediate 1-1 (2.76 g,yield: 90%). The obtained compound was identified by LC-MS. (C₁₄H₁₁BrO₃M+ cal.: 305.99, found 306.02).

Synthesis of Intermediate 1-2

Intermediate 1-1 (3.07 g, 10 mmol) was diluted in 30 ml oftetrahydrofuran, and then, at a temperature of −78° C.,phenylmagnesiumbromide (1.0 M in THF, 10 ml) was slowly dropped thereto.The temperature of −78° C. was maintained for 30 minutes, and then,slowly raised to ambient temperature. Then, the reaction mixture wasstirred for 7 hours. The reaction was stopped by using 1N HCl, and then,subjected to an extraction process using ethyl acetate. An organic layerseparated therefrom was dried by using anhydrous magnesium sulfate, andthe residual obtained by reduced-pressure distillation wasseparation-purified by silica gel column chromatography toquantitatively obtain Intermediate 1-2 (3.88 g, yield: 90%). Theobtained compound was identified by LC-MS. (C₂₅H₁₉BrO₂ M+ cal.: 430.06,found 430.09).

Synthesis of Intermediate 1-3

Intermediate 1-2 (4.31 g, 10 mmol) was dissolved in 40 ml ofdichloromethane, and then, 0.1 ml of a methanesulfonic acid was addedthereto. 10 minutes after the addition, the reaction was stopped byusing 1 ml of trimehtylamine, and then, the residual obtained byreduced-pressure distillation was separation-purified by silica gelcolumn chromatography to obtain Intermediate 1-3 (3.10 g, yield: 75%).The obtained compound was identified by LC-MS. (C₂₅H₁₇BrO M+ cal.:412.05, found: 412.08).

Synthesis of Intermediate 1-4

Intermediate 1-3 (4.13 g, 10 mmol) was dissolved in 30 ml of THF, andthen, at a temperature of −78° C., normal butyl lithium (4 mL, 2.5 M inhexane) was added thereto. One hour after the addition, at the sametemperature, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.04ml, 10 mmol) was added thereto. At ambient temperature, the result wasstirred for 5 minutes, and then, water was added thereto and the resultsolution was washed three times with 30 ml of diethyl ether. The diethylether layer was dried by using MgSO₄, and then, dried under reducedpressure to obtain a product. Then, the product was separation-purifiedby column chromatography to obtain Intermediate 1-4 (3.22 g, yield:70%). The obtained compound was confirmed by LC-MS. (C₃₁H₂₉BO₃: M+cal.:460.22, found: 460.25).

Synthesis of Compound 1

4.60 g (10 mmol) of Intermediate 1-4, 3.47 g (10 mmol) of6-bromo-9-phenyl-9H-carbazole-3-carbonitrile, 0.58 g (0.5 mmol) oftetrakis(triphenylphosphine)palladium [Pd(PPh₃)₄], and 4.14 g (30 mmol)of K₂CO₃ were dissolved by using 60 mL of a THF/H₂O (a volumetric ratioof 2/1) mixed solution, and then, at a temperature of 80° C., theresultant solution was stirred for 16 hours. The reaction solution wascooled to ambient temperature, and then, 40 mL of water was addedthereto, and an extraction process was performed thereon three timeswith 50 mL of ethyl ether. A collected organic layer was dried by usingmagnesium sulfate, and then, the residual obtained by evaporating asolvent therefrom was separation-purified by silica gel columnchromatography to obtain Compound 1 (3.60 g, yield: 60%). The obtainedcompound was identified by MS/FAB and ¹H NMR. (C₄₄H₂₈N₂O: M+ cal.:600.21found: 600.25).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.30 (d, 1H), 8.13 (d, 1H), 7.89 (s,1H), 7.80-7.76 (m, 3H), 7.62-7.50 (m, 6H), 7.33-7.01 (m, 16H)

Synthesis Example 2 Synthesis of Compound 16

Synthesis of Intermediate 16-1

Intermediate 16-1 (3.47 g, yield: 90%) was obtained in the same manneras used to synthesize Intermediate 1-1, except that methyl5-bromo-2-iodobenzoate (3.41 g, 10 mmol) was used instead of methyl2-bromobenzoate. The obtained compound was identified by LC-MS.(C₁₄H₁₀Br₂O₃ M+ cal.: 383.90, found: 383.93).

Synthesis of Intermediate 16-2

Intermediate 16-2 (3.47 g, yield: 90%) was obtained in the same manneras used to synthesize Intermediate 1-2, except that Intermediate 16-1(3.86 g, 10 mmol) was used instead of Intermediate 1-1 and methylmagnesium chloride (1.0 M in THF, 10 ml) was used instead of phenylmagnesium bromide. The obtained compound was identified by LC-MS.(C₁₅H₁₄Br₂O₂ M+ cal.: 383.94, found 384.98).

Synthesis of Intermediate 16-3

Intermediate 16-3 (2.94 g, yield of 80%) was obtained in the same manneras used to synthesize Intermediate 1-3, except that Intermediate 16-2(3.86 g, 10 mmol) was used instead of Intermediate 1-2. The obtainedcompound was identified by LC-MS. (C₁₅H₁₂Br₂O M+ cal.: 365.93, found365.95).

(4) Synthesis of Intermediate 16-4

Intermediate 16-4 (3.61 g, yield: 65%) was obtained in the same manneras used to synthesize Compound 1, except that9-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole-3-carbonitrile(3.94 g, 10 mmol) was used instead of Intermediate 1-4 and Intermediate16-3 (5.54 g, 15 mmol) was used instead of6-bromo-9-phenyl-9H-carbazole-3-carbonitrile. The obtained compound wasidentified by LC-MS. (C₃₄H₂₃BrN₂O M+ cal.: 554.10, found 554.16).

(5) Synthesis of Intermediate 16-5

Intermediate 16-5 (4.21 g, yield of 70%) was obtained in the same manneras used to synthesize Intermediate 1-4, except that Intermediate 16-4(5.54 g, 10 mmol) was used instead of Intermediate 1-3. The obtainedcompound was identified by LC-MS. (C₄₀H₃₅BNO₃ M+ cal.: 602.27, found602.30).

Synthesis of Compound 16

Compound 16 (4.95 g, yield: 70%) was obtained in the same manner as usedto synthesize Compound 1, except that Intermediate 16-5 (6.02 g, 10mmol) was used instead of Intermediate 1-4 and2-chloro-4,6-diphenyl-1,3,5-triazine (2.68 g, 10 mmol) was used insteadof 6-bromo-9-phenyl-9H-carbazole-3-carbonitrile. The obtained compoundwas identified by MS/FAB and ¹H NMR. (C₄₉H₃₃N₅O: M+ cal.: 707.27, found:707.33).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.36-8.30 (m, 5H), 8.13 (d, 1H),7.94-7.89 (m, 2H), 7.80-7.76 (m, 4H), 7.62-7.50 (m, 12H), 7.33 (d, 1H),7.18 (d, 2H), 1.69 (s, 6H)

Synthesis Example 3 Synthesis of Compound 38

Compound 38 (4.91 g, yield: 65%) was obtained in the same manner as usedto synthesize Compound 1, except that6-bromo-9-(4,6-diphenyl-1,3,5-triazin-2-yl)-9H-carbazole-3-carbonitrile(5.02 g, 10 mmol) was used instead of6-bromo-9-phenyl-9H-carbazole-3-carbonitrile. The obtained compound wasidentified by MS/FAB and ¹H NMR. (C₅₃H₃₃N₅O: M+ cal.: 755.27, found:755.33).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.36-8.30 (m, 5H), 8.13 (d, 1H), 7.89(s, 1H), 7.80-7.76 (m, 3H), 7.57-7.50 (m, 7H), 7.33-7.01 (m, 16H)

Synthesis Example 4 Synthesis of Compound 56

Compound 56 (4.37 g, yield: 58%) was obtained in the same manner as usedto synthesize Compound 16, except that (3-bromophenyl)diphenylphosphineoxide (3.57 g, 10 mmol) was used instead of2-chloro-4,6-diphenyl-1,3,5-triazine. The obtained compound wasidentified by MS/FAB and ¹H NMR. (C₅₂H₃₇N₂O₂P: M+ cal.: 752.26, found:752.29).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.30 (d, 1H), 8.13-8.12 (m, 2H),7.89-7.87 (m, 2H), 7.80-7.74 (m, 10H), 7.62-7.50 (m, 13H), 7.33 (d, 1H),7.18 (d, 2H), 1.69 (s, 6H)

Synthesis Example 5 Synthesis of Compound 62

Synthesis of Intermediate 62-1

Intermediate 62-1 (2.76 g, yield: 90%) was obtained in the same manneras used to synthesize Intermediate 1-1, except that 3-bromophenol (1.73g, 10 mmol) was used instead of 4-bromophenol. The obtained compound wasidentified by LC-MS. (C₁₄H₁₁BrO₃ M+ cal.: 305.99, found 306.05).

Synthesis of Intermediate 62-2

Intermediate 62-2 (2.76 g, yield: 90%) was obtained in the same manneras used to synthesize Intermediate 1-2, except that Intermediate 62-1(3.07 g, 10 mmol) was used instead of Intermediate 1-1 and methylmagnesium chloride (1.0 M in THF, 10 ml) was used instead of phenylmagnesium bromide. The obtained compound was identified by LC-MS.(C₁₅H₁₅BrO₂ M+ cal.:306.03, found 306.07).

Synthesis of Intermediate 62-3

Intermediate 62-3 (2.31 g, yield of 80%) was obtained in the same manneras used to synthesize Intermediate 1-3, except that Intermediate 62-2(3.07 g, 10 mmol) was used instead of Intermediate 1-2. The obtainedcompound was identified by LC-MS. (C₁₅H₁₃BrO₃ M+ cal.:288.01, found288.06).

Synthesis of Intermediate 62-4

Intermediate 16-4 (2.86 g, yield: 85%) was obtained in the same manneras used to synthesize Intermediate 1-4, except that Intermediate 62-3(2.89 g, 10 mmol) was used instead of Intermediate 1-3. The obtainedcompound was identified by LC-MS. (C₂₁H₂₅BO₃ M+ cal.:336.19, found:336.25).

Synthesis of Compound 62

Compound 62 (3.34 g, yield: 70%) was obtained in the same manner as usedto synthesize Compound 1, except that Intermediate 62-4 (3.36 g, 10mmol) was used instead of Intermediate 1-4 and6-bromo-9-(pyridin-3-yl)-9H-carbazole-3-carbonitrile (3.48 g, 10 mmol)was used instead of 6-bromo-9-phenyl-9H-carbazole-3-carbonitrile. Theobtained compound was identified by MS/FAB and ¹H NMR. (C₃₃H₂₃N₃O M+cal.: 477.18 found: 477.25).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.71 (s, 1H), 8.46 (d, 1H), 8.30 (d,1H), 0.13 (d, 1H), 7.89-7.76 (m, 4H), 7.48 (t, 1H), 7.33-7.31 (m, 4H),7.17-7.01 (m, 4H), 1.69 (s, 6H)

Synthesis Example 6 Synthesis of Compound 65

Synthesis of Intermediate 65-1

Intermediate 65-1 (3.07 g, yield: 90%) was obtained in the same manneras used to synthesize Intermediate 1-1, except that methyl2-bromo-4-chlorobenzoate (2.49 g, 10 mmol) was used instead of methyl2-bromobenzoate and 3-bromophenol (1.73 g, 10 mmol) was used instead of4-bromophenol. The obtained compound was identified by LC-MS.(C₁₄H₁₀BrClO₃ M+ cal.: 339.95, found 339.99).

Synthesis of Intermediate 65-2

Intermediate 65-2 (3.07 g, yield: 90%) was obtained in the same manneras used to synthesize Intermediate 1-2, except that Intermediate 65-1(3.42 g, 10 mmol) was used instead of Intermediate 1-1 and methylmagnesium chloride (1.0 M in THF, 10 ml) was used instead of phenylmagnesium bromide. The obtained compound was identified by LC-MS.(C₁₅H₁₄BrClO₂ M+ cal.: 339.99, found 340.05).

Synthesis of Intermediate 65-3

Intermediate 65-3 (2.59 g, yield of 80%) was obtained in the same manneras used to synthesize Intermediate 1-3, except that Intermediate 65-2(3.42 g, 10 mmol) was used instead of Intermediate 1-2. The obtainedcompound was identified by LC-MS. (C₁₅H₁₂BrClO M+ cal.: 321.98, found322.05).

(4) Synthesis of Intermediate 65-4

Intermediate 65-4 (3.58 g, yield: 70%) was obtained in the same manneras used to synthesize Compound 1, except that9-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole-3-carbonitrile(3.94 g, 10 mmol) was used instead of Intermediate 1-4 and Intermediate65-3 (4.85 g, 15 mmol) was used instead of6-bromo-9-phenyl-9H-carbazole-3-carbonitrile. The obtained compound wasidentified by LC-MS. (C₃₄H₂₃ClN₂O M+ cal.: 510.15, found 510.18).

(5) Synthesis of Intermediate 65-5

Intermediate 65-5 (4.22 g, yield: 70%) was obtained in the same manneras used to synthesize Intermediate 1-4, except that Intermediate 65-4(5.11 g, 10 mmol) was used instead of Intermediate 1-3. The obtainedcompound was identified by LC-MS. (C₄₀H₃₅BN₂O₃ M+ cal.: 602.27, found602.30).

(6) Synthesis of Compound 65

Compound 65 (4.95 g, yield: 70%) was obtained in the same manner as usedto synthesize Compound 1, except that Intermediate 65-5 (6.02 g, 10mmol) was used instead of Intermediate 1-4, and2-chloro-4,6-diphenylpyrimidine (2.67 g, 10 mmol) was used instead of6-bromo-9-phenyl-9H-carbazole-3-carbonitrile. The obtained compound wasidentified by MS/FAB and ¹H NMR. (C₅₀H₃₄N₄O: M+ cal.: 706.27, found:706.30).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.30-8.28 (m, 3H), 8.13 (d, 1H),7.94-7.89 (m, 5H), 7.80-7.76 (m, 2H), 7.62-7.49 (m, 11H), 7.33-7.32 (m,5H), 7.09 (d, 1H), 1.69 (s, 6H)

Synthesis Example 7 Synthesis of Compound 82

Synthesis of Compound 82-1

Intermediate 82-1 was obtained in the same manner as used to synthesizeIntermediate 62-4, except that phenyl magnesium bromide (1.0 M in THF,10 ml) was used instead of methyl magnesium chloride. The obtainedcompound was identified by LC-MS. (C₃₁H₂₉BO₃ M+ cal.: 460.22 found460.25).

Synthesis of Compound 82

Compound 82 (4.95 g, yield: 70%) was obtained in the same manner as usedto synthesize Compound 1, except that Intermediate 82-1 (4.60 g, 10mmol) was used instead of Intermediate 1-4, and2-chloro-4,6-diphenylpyrimidine (2.67 g, 10 mmol) was used instead of6-bromo-9-phenyl-9H-carbazole-3-carbonitrile. The obtained compound wasidentified by MS/FAB and ¹H NMR. (C₅₀H₃₄N₄O: M+ cal.: 706.27 found:706.30).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.59 (s, 11-1), 8.30 (d, 1H), 8.13 (d,1H), 7.94-7.89 (m, 5H), 7.80-7.76 (m, 2H), 7.55-7.49 (m, 6H), 7.33-7.01(m, 18H)

Synthesis Example 8 Synthesis of Compound 98

Compound 98 (4.76 g, yield: 63%) was obtained in the same manner as usedto synthesize Compound 65, except that 1-bromo-4-(phenylsulfonyl)benzene(2.97 g, 10 mmol) was used instead of 2-chloro-4,6-diphenylpyrimidine.The obtained compound was identified by MS/FAB and ¹H NMR. (C₄₆H₃₂N₂O₃S:M+ cal 692.21, found: 692.24).

¹H NMR (400 MHz, CDCl₃) δ (ppm) 8.30 (d, 1H), 8.13 (d, 1H), 7.95-7.89(m, 3H), 7.80-7.76 (m, 6H), 7.62-7.50 (m, 8H), 7.33-7.32 (m, 5H), 7.09(d, 2H), 1.69 (s, 6H)

EXAMPLE Example 1

An anode was prepared by cutting a Corning 15 Ωcm² (1,200 Å) ITO glasssubstrate to a size of 50 mm×50 mm×0.7 mm, ultrasonically cleaning theglass substrate by using isopropyl alcohol and pure water each for 5minutes, and then irradiating UV light for 30 minutes thereto andexposing to ozone to clean. Then, the anode was loaded onto a vacuumdeposition apparatus.

Then, 2-TNATA, was vacuum deposited thereon to form a hole injectionlayer having a thickness of 600 Å, and then,4,4′-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB), was deposited onthe hole injection layer to form a hole transport layer having athickness of 300 Å.

9,10-di-naphthalene-2-yl-anthracene (ADN), which is a blue fluorescenthost, and 4,4′-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl(DPAVBi), which is a blue fluorescent dopant, were co-deposited on thehole transport layer at a weight ratio of 98:2 to form an emission layerhaving a thickness of 300 Å.

Then, Compound 1 was deposited on the emission layer to form an electrontransport layer having a thickness of 300 Å, LiF, which is a halogenatedalkali metal, was deposited on the electron transport layer to form anelectron injection layer having a thickness of 10 Å, and Al was vacuumdeposited thereon to a thickness of 3,000 Å(cathode), thereby forming anLiF/Al electrode, and completing the manufacturing of an organiclight-emitting device.

Example 2

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming the electron transport layer,Compound 16 was used instead of Compound 1.

Example 3

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming the electron transport layer,Compound 38 was used instead of Compound 1.

Example 4

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming the electron transport layer,Compound 56 was used instead of Compound 1.

Example 5

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming the electron transport layer,Compound 62 was used instead of Compound 1.

Example 6

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming the electron transport layer,Compound 65 was used instead of Compound 1.

Example 7

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming the electron transport layer,Compound 82 was used instead of Compound 1.

Example 8

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming the electron transport layer,Compound 98 was used instead of Compound 1.

Comparative Example 1

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming an electron transport layer, Alq3was used instead of Compound 1.

Comparative Example 2

An organic light-emitting device was manufactured in the same manner asin Example 1, except that in forming an electron transport layer,Compound 200 illustrated below, was used instead of Compound 1.

The compound represented by Formula 1 according to embodiments was usedas a compound for electron-transport. As a result, compared with Alq3and Compound 200, which are other materials, the compound and deviceincluding the same had excellent I-V-L characteristics, e.g., lowdriving voltage and high efficiency, and in particular, high lifespanimprovement effects, leading to substantially prolonged lifespan.Representative characteristics and lifespan results were summarized andresults thereof are shown in Table 1.

TABLE 1 Driving Current voltage density Brightness Efficiency EmissionHalf lifespan Material (V) (mA/cm²) (cd/m²) (cd/A) color (hr@100 mA/cm²)Example 1 Compound 1 5.78 50 3,105 6.21 Blue 258 hr Example 2 Compound16 5.96 50 2,160 6.32 Blue 263 hr Example 3 Compound 38 6.21 50 3,2656.53 Blue 315 hr Example 4 Compound 56 5.85 50 2,950 5.90 Blue 360 hrExample 5 Compound 62 5.80 50 3,420 6.20 Blue 264 hr Example 6 Compound65 6.05 50 3,350 6.70 Blue 245 hr Example 7 Compound 82 5.89 50 3,0506.10 Blue 232 hr Example 8 Compound 98 6.12 50 3,025 6.05 Blue 333 hrComparative Alq₃ 7.35 50 2,065 4.13 Blue 145 hr Example 1 ComparativeCompound 6.40 50 2,025 6.01 Blue 135 hr Example 2 200

When compounds having the structure of Formula 1 were used for anelectron transport region, compared to other compounds, high efficiencyand long lifespan were obtained.

By way of summation and review, in consideration of stability withrespect to electrons and electron movement speed characteristics, anorganic single-molecular material selected from organometallic complexesmay be suitable for use as an electron transport material. From amongthose materials, Alq3 may have a high stability and high electronaffinity. When Alq3 is used in a blue light-emitting device, however,due to exciton diffusion-derived emission, color purity may deteriorate.Also, a Flavon derivative, which is manufactured by Sanyo Company, and agermanium and silicon chloropentadiene derivative, which is manufacturedby Chisso Company, may be used.

Examples of the organic single-molecular material are a2-biphenyl-4-yl-5-(4-t-butylphenyl)-1,3,4-oxadiazole (PBD) derivativelinked to a Spiro compound, and2,2′,2″-(benzene-1,3,5-triyl)-tris(1-phenyl-1H-benzimidazole) (TPBI)having a hole blocking capability and an excellent electron transportcapability.

In particular, a benzo imidazole derivative, which is manufactured by LGChemical., Ltd, may have excellent durability.

An organic light-emitting device including an electron transport layerhaving an organic single-molecular material may have a short emissionlifespan, and low preservative durability and low reliability. This maybe due to physical or chemical change of an organic material,photochemical or electrochemical change of an organic material,oxidation of a cathode, exfoliation, and durability.

A compound according to an embodiment may have a hetero ring thatsubstituted with a cyano group, a phosphorous compound, or a sulfurcompound, may have excellent electric characteristics, a high chargetransport capability, a high glass transition temperature, andcrystallization-prevention characteristics, and may be used as anelectron transport material that is suitable for red, green, blue, andwhite fluorescent and phosphorescent device. When the compound accordingto an embodiment is used in manufacturing an organic light-emittingdevice, the manufactured organic light-emitting device may have highefficiency, low voltage, high brightness, and a long lifespan.

An organic light-emitting device including the compound according to anembodiment may have a low driving voltage, high efficiency, highbrightness, and long lifespan.

Example embodiments have been disclosed herein, and although specificterms are employed, they are used and are to be interpreted in a genericand descriptive sense only and not for purpose of limitation. In someinstances, as would be apparent to one of ordinary skill in the art asof the filing of the present application, features, characteristics,and/or elements described in connection with a particular embodiment maybe used singly or in combination with features, characteristics, and/orelements described in connection with other embodiments unless otherwisespecifically indicated. Accordingly, it will be understood by those ofskill in the art that various changes in form and details may be madewithout departing from the spirit and scope of the present invention asset forth in the following claims.

What is claimed is:
 1. A compound represented by Formula 1 below:

wherein, in Formula 1, R₁ and R₂ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and —B(Q₆)(Q₇); L₁and L₂ are each independently selected from a bond, a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group; A and Z are eachindependently selected from a hydrogen, a deuterium, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and —B(Q₆)(Q₇); atleast one of A and Z is a group represented by Formula 2, 3, 4, 5, or 6;

R₃, and Ar₁ to Ar₆ in Formulae 2 to 6 are each independently selectedfrom a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and —B(Q₆)(Q₇); land m are each independently an integer selected from 0, 1, 2, and 3,and n, o, p, and q are each independently an integer selected from 0,′1, 2, 3, and 4, and n plus o is 1 or more and p plus q is 1 or more; *indicates a binding site to a neighboring atom, at least one substituentof the substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₃-C₁₀ cycloalkylenegroup, substituted C₂-C₁₀ heterocycloalkyl group, substituted C₂-C₁₀heterocycloalkylene group, substituted C₃-C₁₀ cycloalkenyl group,substituted C₃-C₁₀ cycloalkenylene group, substituted C₂-C₁₀heterocycloalkenyl group, substituted C₂-C₁₀ heterocycloalkenylenegroup, substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ arylene group,substituted C₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group,substituted C₁-C₆₀ heteroaryl group, substituted C₁-C₆₀ heteroarylenegroup, substituted monovalent non-aromatic condensed polycyclic group,substituted monovalent non-aromatic condensed heteropolycyclic group,substituted divalent non-aromatic condensed polycyclic group, andsubstituted divalent non-aromatic condensed heteropolycyclic group isselected from: a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇); a C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group; a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅) and—B(Q₂₆)(Q₂₇); and —N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),wherein Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ are eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group, and wherein R₁and R₂ are separate or are fused to form a ring.
 2. The compound asclaimed in claim 1, wherein R₁ and R₂ in Formula 1 are eachindependently selected from a substituted or unsubstituted C₁-C₆₀ alkylgroup and a substituted or unsubstituted C₆-C₆₀ aryl group.
 3. Thecompound as claimed in claim 1, wherein R₁ and R₂ in Formula 1 are eachindependently a methyl group or a group represented by Formula 2a below:

wherein, in Formula 2a, Z₁ is selected from a hydrogen, a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a substituted or unsubstituted C₁ toC₂₀ alkyl group, a substituted or unsubstituted C₆ to C₂₀ aryl group, asubstituted or unsubstituted C₁ to C₂₀ heteroaryl group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, anda substituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group; p is an integer selected from 1, 2, 3, 4, and 5;and when p is 2 or more, a plurality of Z₁ are identical or different;and * indicates a binding site to a neighboring atom.
 4. The compound asclaimed in claim 1, wherein R₁ and R₂ in Formula 1 are fused to form aring.
 5. The compound as claimed in claim 1, wherein: at least one of Aand Z is a group represented by Formula 2, 3, 4, or 5, in Formulae 2 to5, Ar₁ to Ar₆ are a group represented by Formula 2a-1 below:

in Formula 2a-1, Z₁ is selected from a hydrogen, a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoricacid or a salt thereof, a substituted or unsubstituted C₁ to C₂₀ alkylgroup, a substituted or unsubstituted C₆ to C₂₀ aryl group, asubstituted or unsubstituted C₁ to C₂₀ heteroaryl group, a substitutedor unsubstituted monovalent non-aromatic condensed polycyclic group, anda substituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group; p is an integer selected from 1, 2, 3, 4, and 5;and when p is 2 or more, a plurality of Z₁ are identical or different;and * indicates a binding site to a neighboring atom.
 6. The compound asclaimed in claim 1, wherein: at least one of A and Z is a grouprepresented by Formula 6, in Formula 6, R₃ is a group represented by oneof Formulae 3a to 3c below:

in Formulae 3a to 3c, Z₁ and Z₂ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, asubstituted or unsubstituted C₁ to C₂₀ alkyl group, a substituted orunsubstituted C₆ to C₂₀ aryl group, a substituted or unsubstituted C₁ toC₂₀ heteroaryl group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group;Y₁ to Y₃ are each independently CH or N; p is an integer of 1 to 9; andwhen p is 2 or more, a plurality of Z₁ are identical or different; and *indicates a binding site to a neighboring atom.
 7. The compound asclaimed in claim 1, wherein A and Z in Formula 1 are each independentlya hydrogen, a deuterium, or a group represented by one of Formulae 4aand 4b below:

in Formulae 4a and 4b, Z₁ and Z₂ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, asubstituted or unsubstituted C₁ to C₂₀ alkyl group, a substituted orunsubstituted C₆ to C₂₀ aryl group, a substituted or unsubstituted C₁ toC₂₀ heteroaryl group, a substituted or unsubstituted monovalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group;Y₁ to Y₃ are each independently CH or N; p is an integer selected from1, 2, 3, 4, 5, 6, and 7; when p is 2 or more, a plurality of Z₁ areidentical or different; and * indicates a binding site to a neighboringatom.
 8. The compound as claimed in claim 1, wherein, in Formula 1, L₁and L₂ are each independently a bond or a group represented by one ofFormulae 5a to 5c below:

* in Formulae 5a to 5c indicates a binding site to a neighboring atom.9. The compound as claimed in claim 1, wherein: at least one of A and Zis a group represented by Formula 6, the group represented by Formula 6is a group represented by Formula 6-1 below:

wherein, in Formula 6-1, R₃ is the same as that defined with respect toFormula
 6. 10. The compound as claimed in claim 1, wherein the compoundrepresented by Formula 1 is represented by Formula 7 below:

wherein, in Formula 7, A, Z, L₁, and L₂ are the same as those definedwith respect to Formula
 1. 11. The compound as claimed in claim 1,wherein the compound represented by Formula 1 is represented by Formula8 below:

wherein, in Formula 8, A, Z, L₁, and L₂ are the same as those definedwith respect to Formula
 1. 12. The compound as claimed in claim 1,wherein the compound represented by Formula 1 is represented by Formula9 below:

wherein, in Formula 9, A, Z, L₁, and L₂ are the same as those definedwith respect to Formula
 1. 13. The compound as claimed in claim 1,wherein the compound represented by Formula 1 is one of the followingCompounds 1-114:


14. An organic light-emitting device, comprising: a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode and including anemission layer, and wherein the organic layer includes at least onecompound as claimed in claim
 1. 15. The organic light-emitting device asclaimed in claim 14, wherein the organic layer is formed by using a wetprocess.
 16. The organic light-emitting device as claimed in claim 14,wherein: the first electrode is an anode, the second electrode is acathode, and the organic layer includes: a hole transport region betweenthe first electrode and the emission layer, the hole transport regionincluding at least one of a hole injection layer, a hole transportlayer, a buffer layer, and an electron blocking layer, and an electrontransport region between the emission layer and the second electrode,the electron transport region including at least one selected from ahole blocking layer, an electron transport layer, and an electroninjection layer.
 17. The organic light-emitting device as claimed inclaim 16, wherein the electron transport region includes the compound.18. The organic light-emitting device as claimed in claim 16, whereinthe electron transport layer of the electron transport region includesthe compound.
 19. The organic light-emitting device as claimed in claim16, wherein the electron transport region includes a metal complex. 20.A display apparatus, comprising: a thin film transistor, the thin filmtransistor including a source electrode and a drain electrode; and theorganic light-emitting device as claimed in claim 14, wherein the firstelectrode of the organic light-emitting device is electrically connectedto the source electrode or the drain electrode of the thin filmtransistor.